Hydrochloric Acid → HCID 69426410, compound

HRID 478176Notes

Reaction equation

HRID 478176 reaction equation
[ClH:1].C([O:4][C:5](=[O:42])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH:14][C:15](=[O:24])[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[C:9]=1[NH:25][C:26](=[O:41])[C:27]1[CH:32]=[CH:31][C:30]([N:33]2[CH2:39][CH2:38][CH2:37][N:36]([CH3:40])[CH2:35][CH2:34]2)=[CH:29][CH:28]=1)C.[OH-].[Na+].Cl>CO>[ClH:1].[CH3:23][O:22][C:19]1[CH:18]=[CH:17][C:16]([C:15]([NH:14][C:10]2[C:9]([NH:25][C:26](=[O:41])[C:27]3[CH:32]=[CH:31][C:30]([N:33]4[CH2:39][CH2:38][CH2:37][N:36]([CH3:40])[CH2:35][CH2:34]4)=[CH:29][CH:28]=3)=[C:8]([CH:13]=[CH:12][CH:11]=2)[O:7][CH2:6][C:5]([OH:42])=[O:4])=[O:24])=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18001114HCID 18001114, compound

Product 1

HCID 69426410HCID 69426410, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl(3-[(4-methoxybenzoyl)amino]-2-{[4-(4-methyl-1,4-diazepan-1-yl)benzoyl]amino}phenoxy)acetate hydrochloride (350 mg) was dissolved in 6 ml of methanol, then 1.8 ml of a 1N aqueous solution of sodium hydroxide was added at room temperature and the mixture was stirred for 2 hours. 1N hydrochloric acid (1.8 ml) was further added and the mixture was concentrated in vacuo. The resulting residue was purified by ODS column chromatography using 0.001N hydrochloric acid-acetonitrile (1:1) as an eluting solvent to give 254 mg of (3-[(4-methoxybenzoyl)amino]-2-{[4-(4-methyl-1,4-diazepan-1-yl)benzoyl]amino}phenoxy)acetic acid hydrochloride.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customThe resulting residue was purified by ODS column chromatography

Sources & evidence

ORD record
ord-76fbc6bd8db147549967c966ff61f835
Source dataset
uspto-grants-2003_11
Patent number
US06642224B1

Reaction notes

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